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Luxury Apartments for Rent in Chester, MD

25 rentals

11 Queen Elizabeth Court - Photo 1 of 1

2d ago

Luxury condo for rent in Chester

Condo - CHESTER, MD

11 Queen Elizabeth Court, Chester, MD 21619

Luxury | Swimming pool

3 beds

2 baths

$2,800

Condo for rent

1540 Postal Road #210 - Photo 1 of 1

4d ago

Luxury condo for rent in Chester

SENIOR APTS 62+ VILLAGE AT CHESTER, CHESTER, MD

1540 Postal Road #210, Chester, MD 21619

Luxury | In-unit laundry | Air conditioning

2 beds

1 bath

$1,900

Condo for rent

Available Jan 15

Top amenities
Dishwasher
In-Unit Laundry
Microwave
Storage
804 Mason Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

804 Mason Road, Stevensville, MD 21666

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,950

House for rent

Top amenities
Assigned Parking
Dishwasher
In-Unit Laundry
Microwave
214 Teal Ct Unit G #G - Photo 1 of 1

5d+ ago

Luxury condo for rent in Chester

CONDOS - Colonial - CHESTER, MD

214 Teal Ct Unit G #G, Chester, MD 21619

Luxury | Balcony | Walk-in closets

2 beds

2 baths

$2,150

Condo for rent

Top amenities
In-Unit Laundry
318 Hanna Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

Detached, Single Family - CHESTER, MD

318 Hanna Ct, Chester, MD 21619

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,800

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Storage
965 Chester River Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

965 Chester River Drive, Grasonville, MD 21638

Luxury | In-unit laundry | Garage parking

2 beds

2 baths

$2,400

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$4,998

Hillsmere Shores

Nearby rental good for pet owners

1812 Main St Apt 203 #203 - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

APARTMENT - Other - CHESTER, MD

1812 Main St Apt 203 #203, Chester, MD 21619

Luxury | In-unit laundry | Ceiling fan

1 bed

1 bath

$1,630

House for rent

Top amenities
Dishwasher
In-Unit Laundry
110 Oyster Cove Dr Unit 110 #110 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Grasonville

APARTMENT - Contemporary - GRASONVILLE, MD

110 Oyster Cove Dr Unit 110 #110, Grasonville, MD 21638

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,900

Condo for rent

Top amenities
Carpet
Dishwasher
EV Charging
Fitness Center
In-Unit Laundry
Swimming Pool
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858 Moorings Cir Unit 11 #11 - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - Other - STEVENSVILLE, MD

858 Moorings Cir Unit 11 #11, Stevensville, MD 21666

Luxury | Swimming pool | Garage parking

3 beds

2 baths

$3,000

House for rent

1825 Chester Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

SINGLE_FAMILY - Colonial - CHESTER, MD

1825 Chester Dr, Chester, MD 21619

Luxury | Hardwood floor | Outdoor space

3 beds

2 baths

$2,500

House for rent

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Find sweet deals near Chester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,800

Chester

$2,800

Chester

$2,500

Chester

$3,500

Stevensville

813 Petinot Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - Cape Cod - STEVENSVILLE, MD

813 Petinot Pl, Stevensville, MD 21666

Luxury | Swimming pool | Fitness center

5 beds

3 baths

$3,500

House for rent

Top amenities
Fitness Center
In-Unit Laundry
On-Site Laundry
On-Site Management
Storage
Swimming Pool
121 Parks Rd - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Chester

APARTMENT - Other - CHESTER, MD

121 Parks Rd, Chester, MD 21619

Luxury | Walk-in closets | Air conditioning

1 bed

1 bath

$2,000

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
On-Site Laundry
Storage
1606 Howard Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Chester

SINGLE_FAMILY - Cape Cod - CHESTER, MD

1606 Howard Rd, Chester, MD 21619

Luxury | In-unit laundry | Furnished

3 beds

2 baths

$4,500

House for rent

Top amenities
Ceiling Fan
Furnished
Hardwood Floor
In-Unit Laundry
203 Romancoke Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

Commercial/Industrial - STEVENSVILLE, MD

203 Romancoke Rd, Stevensville, MD 21666

Luxury | Assigned parking | Business center

Studio

0 baths

$800

House for rent

102 Saint Claire Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

Commercial/Industrial - STEVENSVILLE, MD

102 Saint Claire Pl, Stevensville, MD 21666

Luxury | Air conditioning | Hardwood floor

Studio

0 baths

$5,500

House for rent

Bay Manor Apartments and Shops - Photo 1 of 1

21h ago

8.6

Very good

Bay Manor Apartments and Shops

214 Pier 1 Rd, Stevensville, MD 21666

Luxury | Balcony | Roof deck

Studio–2 beds

1–2 baths

$1,900–$3,100

Condo for rent

Top amenities
Air Conditioning
Elevator
Hardwood Floor
In-Unit Laundry
Microwave
Package Service
107 Sampson Lane - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Grasonville

107 Sampson Lane Grasonville, MD

107 Sampson Lane, Grasonville, MD 21638

Luxury | In-unit laundry | Garage parking

4 beds

2 baths

$2,650

House for rent

Available Dec 1

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
710 Pathfinder Cir - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Grasonville

Detached, Single Family - GRASONVILLE, MD

710 Pathfinder Cir, Grasonville, MD 21638

Luxury | Walk-in closets | Garage parking

4 beds

2 baths

$3,800

House for rent

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403 Perrys Corner Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

403 Perrys Corner Rd, Grasonville, MD 21638

Luxury | In-unit laundry | Dishwasher

3 beds

2 baths

$2,500

House for rent

Top amenities
In-Unit Laundry
801 Worcester Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - Other - STEVENSVILLE, MD

801 Worcester Dr, Stevensville, MD 21666

Luxury | Garage parking | Storage

4 beds

2 baths

$2,950

House for rent

Top amenities
Storage
216 Perrys Retreat Blvd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Grasonville

SINGLE_FAMILY - Colonial - GRASONVILLE, MD

216 Perrys Retreat Blvd, Grasonville, MD 21638

Luxury | Walk-in closets | Garage parking

5 beds

3 baths

$4,000

House for rent

Top amenities
On-Site Laundry
2620 Love Point Rd - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Stevensville

SINGLE_FAMILY - Contemporary - STEVENSVILLE, MD

2620 Love Point Rd, Stevensville, MD 21666

Luxury | In-unit laundry | Furnished

2 beds

1 bath

$2,800

Apartment for rent

Top amenities
In-Unit Laundry
Listings within 10 miles
108 Cecil Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Stevensville

SINGLE_FAMILY - Colonial - STEVENSVILLE, MD

108 Cecil Rd, Stevensville, MD 21666

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,800

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
26692 Presquile Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Easton

SINGLE_FAMILY - National - EASTON, MD

26692 Presquile Rd, Easton, MD 21601

Luxury | In-unit laundry | Furnished

3 beds

1 bath

$3,200

House for rent

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Listings within 20 miles
Obery Court - Photo 1 of 1
Income restricted

4d ago

9.2

Excellent

Our team has verified this company

Verified

Obery Court

199 Bertina A Nick Way, Annapolis, MD 21401

Luxury | On-site management | Residents lounge

1–3 beds

1–2 baths

$1,046–$1,444

Apartment for rent

Top amenities
On-Site Management

Call

Showing 1 - 25 of 25 results
Home > Apartments in Chester > Chester Luxury Apartments For Rent
Updated: December 6, 2025

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2 bedrooms for rent in Chester, MD1 rental

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Looking for luxury apartments in Chester, MD near you?

🔑Available apartment rentals25
💰Best rent deal203 Romancoke Rd
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

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